CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187721_p0_t1 (2529652)

Formula C₂₀H₂₂ClFN₃O

MW 374.87

InChIKey DGIHILWHEUNSHI-CHOYWQQENA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.23

logP 4.6887

PSA 42.35

MR 106.101

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 125.93159

PM7_Total_Energy_ev -4332.64386

PM7_Electronic_Energy_ev -32288.62978

PM7_Dipole_Debye 16.92716

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.611

PM7_LUMO_Energy_ev -4.052

PM7_COSMO_Area_square_ang 390.81

PM7_COSMO_Volue_cubic_ang 439

PM7_Electron_Affinity_ev 4.052

PM7_Ionization_Energy_ev 11.611

PM7_Energy_Gap_ev 7.559

PM7_Global_Hardness_ev 3.7795

PM7_Global_Softness_ev 0.2645852626008731

PM7_Chemical_Potential_ev -7.8315

PM7_Electronigativity_ev 7.8315

PM7_Back_Donation_Energy_ev -0.944875

PM7_Electrophilicity_ev 8.113823554703004

OPENEYE_Name 6-[[4-[(4-chloro-3-fluoro-phenyl)methoxy]piperidin-1-ium-1-yl]methyl]-1~{H}-benzimidazole

SMILES c1cc2c(cc1C[NH+]3CCC(CC3)OCc4ccc(c(c4)F)Cl)[nH]cn2

Canonical_SMILES Fc1cc(CO[C@@H]2CC[N@H+](CC2)Cc2ccc3c(c2)[nH]cn3)ccc1Cl

InChI 1/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/p+1/fC20H22ClFN3O/h24-25H/q+1

InChI_3D 1S/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/p+1

AuxInfo 1/1/N:2,1,4,3,14,15,16,17,6,5,19,20,7,8,9,18,13,12,10,11,26,25,21,22,23,24/E:(5,6)(7,8)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNN+OFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1d5;s2d6;s3;s5d10;s6;s4d12;;;s14;s15;s14s15;s8;s9;d7s10;s7s11;s16s17s19;s18s20;s12;s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s20;s22;s23;/rC:;-7.1871,5.6349,0;.868,-.4979,0;-8.0576,6.1376,0;.868,1.5137,0;-6.3196,7.1375,0;3.2858,.5022,0;0,1.0058,0;-6.3225,6.1374,0;1.736,-.0013,0;1.736,1.0058,0;-7.1901,7.6401,0;-8.0635,7.1427,0;-2.0894,4.0925,0;-3.7192,3.4976,0;-1.7448,3.1483,0;-3.3746,2.5533,0;-3.0749,4.2624,0;-.8675,1.5033,0;-5.4565,5.6374,0;2.6938,-.3126,0;2.6938,1.3168,0;-2.3856,2.3739,0;-4.5905,5.1374,0;-7.1871,8.6401,0;-8.9295,7.6427,0;-.4327,-.2506,0;-7.1864,5.1349,0;.8677,-.9979,0;-8.4899,5.8863,0;.868,2.0137,0;-5.8862,7.3868,0;3.7858,.5022,0;-2.0909,4.5925,0;-1.5972,4.1803,0;-4.1523,3.2476,0;-4.0403,3.8809,0;-1.3125,3.3995,0;-1.4215,2.7668,0;-3.3761,2.0533,0;-3.8671,2.467,0;-2.9048,4.7325,0;-1.1162,1.0695,0;-.6187,1.937,0;-5.2065,6.0704,0;-5.7065,5.2044,0;2.8483,1.7923,0;-2.5571,1.9042,0;

Duplicates CHEMBL5187721_p0_t1;CHEMBL5187721_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.sdf

Formula	C₂₀H₂₂ClFN₃O
MW	374.87
InChIKey	DGIHILWHEUNSHI-CHOYWQQENA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.23
logP	4.6887
PSA	42.35
MR	106.101
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	125.93159
PM7_Total_Energy_ev	-4332.64386
PM7_Electronic_Energy_ev	-32288.62978
PM7_Dipole_Debye	16.92716
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.611
PM7_LUMO_Energy_ev	-4.052
PM7_COSMO_Area_square_ang	390.81
PM7_COSMO_Volue_cubic_ang	439
PM7_Electron_Affinity_ev	4.052
PM7_Ionization_Energy_ev	11.611
PM7_Energy_Gap_ev	7.559
PM7_Global_Hardness_ev	3.7795
PM7_Global_Softness_ev	0.2645852626008731
PM7_Chemical_Potential_ev	-7.8315
PM7_Electronigativity_ev	7.8315
PM7_Back_Donation_Energy_ev	-0.944875
PM7_Electrophilicity_ev	8.113823554703004
OPENEYE_Name	6-[[4-[(4-chloro-3-fluoro-phenyl)methoxy]piperidin-1-ium-1-yl]methyl]-1~{H}-benzimidazole
SMILES	c1cc2c(cc1C[NH+]3CCC(CC3)OCc4ccc(c(c4)F)Cl)[nH]cn2
Canonical_SMILES	Fc1cc(CO[C@@H]2CC[N@H+](CC2)Cc2ccc3c(c2)[nH]cn3)ccc1Cl
InChI	1/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/p+1/fC20H22ClFN3O/h24-25H/q+1
InChI_3D	1S/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/p+1
AuxInfo	1/1/N:2,1,4,3,14,15,16,17,6,5,19,20,7,8,9,18,13,12,10,11,26,25,21,22,23,24/E:(5,6)(7,8)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNN+OFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1d5;s2d6;s3;s5d10;s6;s4d12;;;s14;s15;s14s15;s8;s9;d7s10;s7s11;s16s17s19;s18s20;s12;s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s20;s22;s23;/rC:;-7.1871,5.6349,0;.868,-.4979,0;-8.0576,6.1376,0;.868,1.5137,0;-6.3196,7.1375,0;3.2858,.5022,0;0,1.0058,0;-6.3225,6.1374,0;1.736,-.0013,0;1.736,1.0058,0;-7.1901,7.6401,0;-8.0635,7.1427,0;-2.0894,4.0925,0;-3.7192,3.4976,0;-1.7448,3.1483,0;-3.3746,2.5533,0;-3.0749,4.2624,0;-.8675,1.5033,0;-5.4565,5.6374,0;2.6938,-.3126,0;2.6938,1.3168,0;-2.3856,2.3739,0;-4.5905,5.1374,0;-7.1871,8.6401,0;-8.9295,7.6427,0;-.4327,-.2506,0;-7.1864,5.1349,0;.8677,-.9979,0;-8.4899,5.8863,0;.868,2.0137,0;-5.8862,7.3868,0;3.7858,.5022,0;-2.0909,4.5925,0;-1.5972,4.1803,0;-4.1523,3.2476,0;-4.0403,3.8809,0;-1.3125,3.3995,0;-1.4215,2.7668,0;-3.3761,2.0533,0;-3.8671,2.467,0;-2.9048,4.7325,0;-1.1162,1.0695,0;-.6187,1.937,0;-5.2065,6.0704,0;-5.7065,5.2044,0;2.8483,1.7923,0;-2.5571,1.9042,0;
Duplicates	CHEMBL5187721_p0_t1;CHEMBL5187721_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t1.sdf